CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12981 (10748)

Formula C₂₉H₃₇N₅O₃

MW 503.64

InChIKey LHGWWAFKVCIILM-JPFIDVSANA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 74

Number_Heavy_Atoms 37

Number_Rings 5

Number_Bonds 78

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 8

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 8

Lipinski_Violations 1

XLogP3 0

XLogP 4.12

logP 5.451

PSA 117.42

MR 148.185

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -72.96866

PM7_Total_Energy_ev -5878.797

PM7_Electronic_Energy_ev -58083.93132

PM7_Dipole_Debye 4.3269

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.309

PM7_LUMO_Energy_ev -0.702

PM7_COSMO_Area_square_ang 514.03

PM7_COSMO_Volue_cubic_ang 625.45

PM7_Electron_Affinity_ev 0.702

PM7_Ionization_Energy_ev 8.309

PM7_Energy_Gap_ev 7.607

PM7_Global_Hardness_ev 3.8035

PM7_Global_Softness_ev 0.26291573550677005

PM7_Chemical_Potential_ev -4.5055

PM7_Electronigativity_ev 4.5055

PM7_Back_Donation_Energy_ev -0.950875

PM7_Electrophilicity_ev 2.6685329630603394

OPENEYE_Name ~{N}1-[(1~{S},5~{R})-8-[5-(cyclopropanecarbonyl)-2-pyridyl]-8-azabicyclo[3.2.1]octan-3-yl]-2-methyl-5-[[(1~{R})-1-methylpropyl]amino]terephthalamide

SMILES c1cc(ncc1C(=O)C2CC2)N3C4CCC3CC(C4)NC(=O)c5cc(c(cc5C)C(=O)N)NC(C)CC

Canonical_SMILES CC[C@H](Nc1cc(C(=O)N[C@@H]2C[C@@H]3CC[C@H](C2)N3c2ccc(cn2)C(=O)C2CC2)c(cc1C(=O)N)C)C

InChI 1/C29H37N5O3/c1-4-17(3)32-25-14-23(16(2)11-24(25)28(30)36)29(37)33-20-12-21-8-9-22(13-20)34(21)26-10-7-19(15-31-26)27(35)18-5-6-18/h7,10-11,14-15,17-18,20-22,32H,4-6,8-9,12-13H2,1-3H3,(H2,30,36)(H,33,37)/f/h33H,30H2

InChI_3D 1S/C29H37N5O3/c1-4-17(3)32-25-14-23(16(2)11-24(25)28(30)36)29(37)33-20-12-21-8-9-22(13-20)34(21)26-10-7-19(15-31-26)27(35)18-5-6-18/h7,10-11,14-15,17-18,20-22,32H,4-6,8-9,12-13H2,1-3H3,(H2,30,36)(H,33,37)/t17-,20-,21+,22-/m1/s1

AuxInfo 1/1/N:26,25,27,28,15,16,1,17,18,2,3,19,20,4,5,9,29,21,6,24,22,23,8,7,10,11,12,13,14,32,30,33,34,31,35,36,37/E:(5,6)(8,9)(12,13)(21,22)/F:m/E:m/rA:74cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1d5;d3;s4;s3d8;d4s7;s2;s6;s7;s8;;s15;;s17;;;s12s15s16;s17s19;s18s20;s19s20;s9;;;s26;s27s28;s5d11;s11s22s23;s13;s10s29;s14s24;d12;d13;d14;s1;s2;s3;s4;s5;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s22;s23;s24;s25;s25;s25;s26;s26;s26;s27;s27;s27;s28;s28;s29;s32;s32;s33;s34;/rC:-1.3481,6.4018,0;-1.2509,5.4065,0;4.2244,1.0852,0;2.9659,-.4759,0;-3.0755,6.2381,0;-2.2563,6.8206,0;4.5853,.147,0;2.605,.4623,0;3.2361,1.2381,0;3.9579,-.6383,0;-2.0701,4.8241,0;-2.3492,7.8162,0;6.3147,-.1204,0;1.6175,.6195,0;-3.0049,9.203,0;-3.9694,8.939,0;-3.2953,1.6952,0;-3.668,.7672,0;-.3508,1.7098,0;-.8184,.9864,0;-3.2579,8.2336,0;-1.6002,2.4331,0;-2.1336,1.3957,0;;2.8771,2.1714,0;7.2803,-2.0388,0;5.1489,-2.7151,0;6.2925,-1.8831,0;5.3047,-1.7273,0;-2.9866,5.2369,0;-1.9728,3.8288,0;6.9412,.659,0;4.3169,-1.5716,0;.9876,-.1572,0;-1.5333,8.3945,0;6.6765,-1.0527,0;1.2598,1.5533,0;-.9406,6.6916,0;-.7959,5.1992,0;4.5382,1.4745,0;2.6504,-.8637,0;-3.5295,6.4474,0;-3.0513,9.7009,0;-2.5065,9.1625,0;-4.3776,8.6503,0;-4.183,9.3911,0;-3.7918,1.7539,0;-3.3682,2.1899,0;-3.6023,.2715,0;-4.1641,.8295,0;-.2115,2.19,0;.1488,1.6898,0;-.8993,.493,0;-1.2438,.7236,0;-3.5426,7.8226,0;-1.2032,2.7371,0;-2.1118,.8962,0;-.2476,-.4344,0;2.4104,1.9919,0;3.3437,2.3509,0;2.6976,2.6381,0;7.3582,-1.5449,0;7.2024,-2.5327,0;7.7742,-2.1167,0;4.655,-2.6373,0;5.6428,-2.793,0;5.0711,-3.209,0;6.2146,-2.377,0;6.3704,-1.3892,0;5.3826,-1.2334,0;6.7603,1.1252,0;7.4353,.5826,0;4.0025,-1.9604,0;1.1664,-.6241,0;

Duplicates DB12981

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12981.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12981.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12981.sdf

Formula	C₂₉H₃₇N₅O₃
MW	503.64
InChIKey	LHGWWAFKVCIILM-JPFIDVSANA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	74
Number_Heavy_Atoms	37
Number_Rings	5
Number_Bonds	78
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	8
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	8
Lipinski_Violations	1
XLogP3	0
XLogP	4.12
logP	5.451
PSA	117.42
MR	148.185
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-72.96866
PM7_Total_Energy_ev	-5878.797
PM7_Electronic_Energy_ev	-58083.93132
PM7_Dipole_Debye	4.3269
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.309
PM7_LUMO_Energy_ev	-0.702
PM7_COSMO_Area_square_ang	514.03
PM7_COSMO_Volue_cubic_ang	625.45
PM7_Electron_Affinity_ev	0.702
PM7_Ionization_Energy_ev	8.309
PM7_Energy_Gap_ev	7.607
PM7_Global_Hardness_ev	3.8035
PM7_Global_Softness_ev	0.26291573550677005
PM7_Chemical_Potential_ev	-4.5055
PM7_Electronigativity_ev	4.5055
PM7_Back_Donation_Energy_ev	-0.950875
PM7_Electrophilicity_ev	2.6685329630603394
OPENEYE_Name	~{N}1-[(1~{S},5~{R})-8-[5-(cyclopropanecarbonyl)-2-pyridyl]-8-azabicyclo[3.2.1]octan-3-yl]-2-methyl-5-[[(1~{R})-1-methylpropyl]amino]terephthalamide
SMILES	c1cc(ncc1C(=O)C2CC2)N3C4CCC3CC(C4)NC(=O)c5cc(c(cc5C)C(=O)N)NC(C)CC
Canonical_SMILES	CC[C@H](Nc1cc(C(=O)N[C@@H]2C[C@@H]3CC[C@H](C2)N3c2ccc(cn2)C(=O)C2CC2)c(cc1C(=O)N)C)C
InChI	1/C29H37N5O3/c1-4-17(3)32-25-14-23(16(2)11-24(25)28(30)36)29(37)33-20-12-21-8-9-22(13-20)34(21)26-10-7-19(15-31-26)27(35)18-5-6-18/h7,10-11,14-15,17-18,20-22,32H,4-6,8-9,12-13H2,1-3H3,(H2,30,36)(H,33,37)/f/h33H,30H2
InChI_3D	1S/C29H37N5O3/c1-4-17(3)32-25-14-23(16(2)11-24(25)28(30)36)29(37)33-20-12-21-8-9-22(13-20)34(21)26-10-7-19(15-31-26)27(35)18-5-6-18/h7,10-11,14-15,17-18,20-22,32H,4-6,8-9,12-13H2,1-3H3,(H2,30,36)(H,33,37)/t17-,20-,21+,22-/m1/s1
AuxInfo	1/1/N:26,25,27,28,15,16,1,17,18,2,3,19,20,4,5,9,29,21,6,24,22,23,8,7,10,11,12,13,14,32,30,33,34,31,35,36,37/E:(5,6)(8,9)(12,13)(21,22)/F:m/E:m/rA:74cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1d5;d3;s4;s3d8;d4s7;s2;s6;s7;s8;;s15;;s17;;;s12s15s16;s17s19;s18s20;s19s20;s9;;;s26;s27s28;s5d11;s11s22s23;s13;s10s29;s14s24;d12;d13;d14;s1;s2;s3;s4;s5;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s22;s23;s24;s25;s25;s25;s26;s26;s26;s27;s27;s27;s28;s28;s29;s32;s32;s33;s34;/rC:-1.3481,6.4018,0;-1.2509,5.4065,0;4.2244,1.0852,0;2.9659,-.4759,0;-3.0755,6.2381,0;-2.2563,6.8206,0;4.5853,.147,0;2.605,.4623,0;3.2361,1.2381,0;3.9579,-.6383,0;-2.0701,4.8241,0;-2.3492,7.8162,0;6.3147,-.1204,0;1.6175,.6195,0;-3.0049,9.203,0;-3.9694,8.939,0;-3.2953,1.6952,0;-3.668,.7672,0;-.3508,1.7098,0;-.8184,.9864,0;-3.2579,8.2336,0;-1.6002,2.4331,0;-2.1336,1.3957,0;;2.8771,2.1714,0;7.2803,-2.0388,0;5.1489,-2.7151,0;6.2925,-1.8831,0;5.3047,-1.7273,0;-2.9866,5.2369,0;-1.9728,3.8288,0;6.9412,.659,0;4.3169,-1.5716,0;.9876,-.1572,0;-1.5333,8.3945,0;6.6765,-1.0527,0;1.2598,1.5533,0;-.9406,6.6916,0;-.7959,5.1992,0;4.5382,1.4745,0;2.6504,-.8637,0;-3.5295,6.4474,0;-3.0513,9.7009,0;-2.5065,9.1625,0;-4.3776,8.6503,0;-4.183,9.3911,0;-3.7918,1.7539,0;-3.3682,2.1899,0;-3.6023,.2715,0;-4.1641,.8295,0;-.2115,2.19,0;.1488,1.6898,0;-.8993,.493,0;-1.2438,.7236,0;-3.5426,7.8226,0;-1.2032,2.7371,0;-2.1118,.8962,0;-.2476,-.4344,0;2.4104,1.9919,0;3.3437,2.3509,0;2.6976,2.6381,0;7.3582,-1.5449,0;7.2024,-2.5327,0;7.7742,-2.1167,0;4.655,-2.6373,0;5.6428,-2.793,0;5.0711,-3.209,0;6.2146,-2.377,0;6.3704,-1.3892,0;5.3826,-1.2334,0;6.7603,1.1252,0;7.4353,.5826,0;4.0025,-1.9604,0;1.1664,-.6241,0;
Duplicates	DB12981
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12981.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12981.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12981.sdf